Cavallari Holiday Rentals

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Our top choices for Cavallari holiday rentals

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (423 reviews)
"A great location!"
Canada
Cheryl
Siena Vip

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (231 reviews)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is NZ$142
includes taxes & fees
17 Jan - 18 Jan
Fattoria il Milione Agriturismo

PALAZZO DEL PAPA

PALAZZO DEL PAPA
3.5 star property
Siena City Centre
9.6 out of 10, Exceptional, (97 reviews)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is NZ$278
includes taxes & fees
9 Feb - 10 Feb
PALAZZO DEL PAPA

Villa il Fedino

Villa il Fedino
4.0 star property
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97 reviews)
"Great people, great location great service"
Canada
James
The price is NZ$295
includes taxes & fees
9 Feb - 10 Feb
Villa il Fedino

Sportland

Sportland
3.0 star property
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland

Marignolle Relais and Charme

Marignolle Relais and Charme
4.0 star property
Florence
9.2 out of 10, Wonderful, (90 reviews)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
3.5 star property
Siena City Centre
9.8 out of 10, Exceptional, (239 reviews)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House

Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (155 reviews)
"What my girlfriend loved the most was the bathtub! We have been busy traveling the last week and a half and she was overjoyed with a chance to soak in a bath tub. Room was spacious and clean, the staff was helpful and friendly. The hotel was centrally located and within easy walking distance to Piazza del Campo. Looking forward to staying with Piazza Paradiso accommodation again. We will definitely recommend Piazza Paradiso to all our friends visiting Siena!"
United States
Niels G.
Piazza Paradiso Accomodation

Domus il Palio B&B

Domus il Palio B&B
3.0 star property
Ravacciano
9.2 out of 10, Wonderful, (82 reviews)
"Great service Thanks "
Canada
Nelson
Domus il Palio B&B

Rocca Palazzaccio

Rocca Palazzaccio
3.0 star property
Impruneta
9.0 out of 10, Wonderful, (14 reviews)
"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...
United Kingdom
Lauren
The price is NZ$429
includes taxes & fees
17 Jan - 18 Jan
Rocca Palazzaccio

B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
4.0 star property
Siena City Centre
9.8 out of 10, Exceptional, (63 reviews)
"Excellent host and location!"
United States
Kimberly
B&B Palazzo del Magnifico

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (65 reviews)
"Adequate basic clean room in a beautiful area."
United States
Margaret
Regis Condo

ApartHotel Anghel

ApartHotel Anghel
3.5 star property
Siena
8.4 out of 10, Very good, (335 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is NZ$107
includes taxes & fees
14 Jan - 15 Jan
ApartHotel Anghel

Palazzo al Torrione 2

Palazzo al Torrione 2
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is NZ$229
includes taxes & fees
19 Jan - 20 Jan
Palazzo al Torrione 2

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (111 reviews)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
The price is NZ$166
includes taxes & fees
9 Feb - 10 Feb
Chianti Village Morrocco

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
4.0 star property
Siena City Centre
9.6 out of 10, Exceptional, (195 reviews)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca

Casa di Campagna in Toscana

Casa di Campagna in Toscana
4.0 star property
Sovicille
9.4 out of 10, Exceptional, (20 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana

Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (96 reviews)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is NZ$151
includes taxes & fees
15 Jan - 16 Jan
Al Mercato B&B

La Coroncina Lodging

La Coroncina Lodging
4.5 star property
Siena
10.0 out of 10, Exceptional, (42 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is NZ$190
includes taxes & fees
15 Jan - 16 Jan
La Coroncina Lodging

Palazzo Masi

Palazzo Masi
Siena City Centre
8.8 out of 10, Excellent, (84 reviews)
"Very friendly and attentive, a very clean place and its location is excellent. "
United States
Gloria
The price is NZ$190
includes taxes & fees
16 Jan - 17 Jan
Palazzo Masi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cavallari Hotel Reviews

Find out more about Cavallari

Everything you need to know about Cavallari holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cavallari holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cavallari holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cavallari holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cavallari. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cavallari holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cavallari holiday rentals we have selected for you start as low as NZ$107 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cavallari rentals

At Expedia, we put the best Cavallari holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cavallari rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cavallari holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cavallari. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Cavallari?

Yes, there are holiday rentals close to the most popular sights in Cavallari, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cavallari has to offer?

Borgo Argiano: This holiday home rental outside of Cavallari is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. You can relax into your holiday with a garden and a library.

How many holiday rentals will I find in Cavallari?

Choose from 3 Expedia holiday rentals in Cavallari for a memorable holiday.

What’s there to see and do in Cavallari?

While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Chianti Sculpture Park. In the wider area, you’ll find City Hall Castellina In Chianti and Il Molino di Grace Winery.

What’s a holiday rental in Cavallari like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cavallari. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for families.